Journal of Medicinal Chemistry p. 1586 - 1590 (1988)
Update date:2022-07-30
Topics:
Rosen, Terry
Chu, Daniel T. W.
Lico, Isabella M.
Fernandes, Prabhavathi B.
Shen, Linus
et al.
Compound 1 <7-(3-aminopyrrolidin-1-yl)-1-(2,4-difluorophenyl)-1,4-dihydro-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid hydrochloride> is a potent member of the quinoloecarboxylic acid class of antibacterial agents and is currently undergoing clinical evaluation.We have developed efficient asymmetric syntheses of the enantiomers of this agent.The S-(+) enantiomer 1a is 1-2 log2 dilutions more active than the R-(-) enantiomer 1b against aerobic bacteria and 1-2 or more log2 dilutions more active against anaerobic bacteria in vitro.The enantiomer 1a shows significantly better in vivo activity in a Pseudomonas aeruginosa mouse protection model compared to racemic 1.Coupled with the improved solubility profile of 1a relative to racemic material, these features may be of practical significance from a clinical standpoint.
View MoreContact:0086-22-23410962
Address:17-201, Ningfuli, Shuishanggongyuandong road,Nankai district, Tianjin, China
Beijing Merson Pharmaceutical Co., Ltd
Contact:0086-10-80484934 0086-10-80484574/
Address:2nd Floor , No. 2 Building , No. 14 Houshayu Duan, Jingmi Road ,Shunyi District , Beijing 101318, P.R.China
Chengdu Gelipu Biotechnology Co., Ltd.
website:http://www.glp-china.com
Contact:86-28-82610909
Address:chegndu
Shenzhen Tianyuan Pharmaceutical Technology Co., Ltd
website:http://www.tianpharm.com
Contact:86-755-23284190
Address:B302,2 unit, Jin Lian Building, No. 134 Qianjin 2 Road, Taoyuan village, Xixiang Street, Baoan,Shenzhen,China
Hangzhou Neway Chemicals Co., Ltd.
Contact:+86-571-85095566
Address:Room 803, Qinglian Bldg, No 139 Qingchun Road, Hangzhou, Zhejiang China
Doi:10.1016/j.polymer.2014.07.032
(2014)Doi:10.1055/s-1987-28091
(1987)Doi:10.1016/j.ejmech.2020.113094
(2021)Doi:10.1021/jo00251a016
(1988)Doi:10.1039/b822181b
(2009)Doi:10.1080/00397910802517830
(2009)